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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514849Generated: October 30, 2026

Water → HCID 66966094, compound

https://huagongshe.com/reaction/1514849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl chloroformateHCID 10928—
Reactant4-Nitro-1,3-benzenediamineHCID 21208—
ReactantSodium BicarbonateHCID 516892—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 66966094HCID 66966094—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 4-nitro-benzene-1,3-diamine (1.6 g) in acetonitrile (20 mL) was added NaHCO3 (1 g) and ethyl chloroformate (1.0 mL). The mixture was heated at 75° C. with stirring overnight. Cooled to ambient temperature, the mixture was diluted by water and extracted twice with ethyl acetate. Combined organics were dried over Na2SO4, filtered, and concentrated to give crude yellow solid. Trituration from dichloromethane afforded (3-amino-4-nitro-phenyl)-carbamic acid ethyl ester: 1H NMR (400 MHz, CD3OD) 7.9 (d, 1H), 7.3 (s, 1H), 6.5 (d, 1H), 4.2 (q, 2H), 1.3 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222248B2
Source datasetuspto-grants-2012_07
ORD IDord-e9a06b9ee9aa4e48858463d4e7987f0f
Source noteuspto-grants-2012_07